Die Horner-Variante der Wittig-Reaktion : unter milden Bedingungen durchführbar und mit stereochemischen Optionen ausgestattet
1976
Abstract
Metalated phenylphosphine oxides reacted with aldehydes at room temp. to give trans olefins with high selectivity. Thus, Ph2P(O)CH2Ph was treated with BuLi, then with PhCHO to give 78% trans-stilbene. The configuration of a double bond present in the starting material was conserved throughout the reaction sequence, e.g., (E)-Ph2P(O)CH:CHMe reacted with BuLi and PrCHO to give 28% (E,E)-MeCH:CHCH:CHPr, with only traces of the other isomers. [on SciFinder (R)]
Details
Title
Die Horner-Variante der Wittig-Reaktion : unter milden Bedingungen durchführbar und mit stereochemischen Optionen ausgestattet
Author(s)
Schlosser, M. ; Huynh Ba, Tuong
Published in
Chimia
Volume
30
Issue
3
Pages
197-9
Date
1976
ISSN
0009-4293
Keywords
Note
CAN 85:176734
23-2
Aliphatic Compounds
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
written in German.
2959-74-2; 17668-60-9 Role: RCT (Reactant), RACT (Reactant or reagent) (Wittig reaction of, with aldehydes); 1733-57-9 Role: RCT (Reactant), RACT (Reactant or reagent) (Wittig reaction of, with benzaldehyde, stereoselective); 103-30-0P; 873-66-5P; 60919-80-4P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of, by Wittig reaction, stereoselective); 123-72-8 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with diphenylbutenylphosphine oxide); 100-52-7 Role: RCT (Reactant), RACT (Reactant or reagent) (with diphenylbenzylphosphine oxide)
23-2
Aliphatic Compounds
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
written in German.
2959-74-2; 17668-60-9 Role: RCT (Reactant), RACT (Reactant or reagent) (Wittig reaction of, with aldehydes); 1733-57-9 Role: RCT (Reactant), RACT (Reactant or reagent) (Wittig reaction of, with benzaldehyde, stereoselective); 103-30-0P; 873-66-5P; 60919-80-4P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of, by Wittig reaction, stereoselective); 123-72-8 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with diphenylbutenylphosphine oxide); 100-52-7 Role: RCT (Reactant), RACT (Reactant or reagent) (with diphenylbenzylphosphine oxide)
Laboratories
LSCO
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > SB Archives > LSCO - Laboratory of Organic Synthesis and Catalysis
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Record creation date
2006-03-03